Saquayamycins G-K, cytotoxic angucyclines from Streptomyces sp. Including two analogues bearing the aminosugar rednose.
Saquayamycins G-K, cytotoxic angucyclines from Streptomyces sp. Including two analogues bearing the aminosugar rednose.
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saquayamycins G-K，来自链霉菌属的细胞毒性angucyclines。包括两个带有氨基加糖的类似物。
DOI：
10.1021/np300316b
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发表时间：
2012-07-27
影响因子：
5.1
通讯作者：
Rohr J
中科院分区：
文献类型：
--
作者：
Shaaban KA;Ahmed TA;Leggas M;Rohr J
链霉菌属KY 40 -1，一种分离自肯塔基州阿巴拉契亚山麓的菌株，是moromycins A（18）和B（19）的生产者。对该菌株的进一步研究导致了五种新的saquayamycin G-K（1-5）的分离和结构解析，沿着已知化合物.其中两种新化合物带有不寻常的氨基糖红糖，这是首次在angucyclines中发现。这两种化合物中该氨基糖的不同连接位置表明负责的糖基转移酶的高受体底物灵活性，或者涉及多种糖基转移酶。使用人前列腺癌（PC-3）和非小细胞肺癌（H460）细胞系测定分离的化合物的细胞毒活性。细胞活力测定表明，沙奎霉素J（4）、K（5）、A（7）和B（8）在PC 3细胞中活性最高，沙奎霉素B（8）活性最高（GI 50 = 0.0075 μM）。含氨基糖的saquayamycin H（2）和saquayamycin B（8）对H460细胞显示出最高的活性，GI 50分别为3.3和3.9 μM。本文的研究结果进一步揭示了沙奎霉素与糖基的性质、数量和键合的构效关系。
Streptomyces sp. KY40-1, a strain isolated from the Kentucky Appalachian foothills, is the producer of moromycins A (18) and B (19). Further investigations of this strain led to the isolation and structure elucidation of the five new saquayamycins G – K (1–5), along with known compounds. Two of the new compounds bear the unusual aminosugar rednose, which was found here for the first time in angucyclines. The different attachment positions of this aminosugar in these two compounds indicates a high acceptor substrate flexibility of the responsible glycosyl transferase or alternatively the involvement of multiple glycosyl transferases. The cytotoxic activity of the isolated compounds was determined using human prostate cancer (PC-3) and non-small cell lung cancer (H460) cell lines. Cell viability assays showed that saquayamycins J (4), K (5), A (7) and B (8) were most active in PC3 cells, with saquayamycin B (8) showing the highest activity (GI50 = 0.0075 μM). The aminosugar-containing saquayamycins H (2) and saquayamycin B (8) showed the highest activity against H460 cells, with a GI50 = 3.3 and 3.9 μM, respectively. The results presented here provide more insights into the structure-activity relationship (SAR) of saquayamycins with respect to the nature, number and linkage of sugar residues.
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影响因子：
4.1
作者：
Fedoryshyn, M.;Nur-e-Alam, M.;Bechthold, A.
通讯作者：
Bechthold, A.
影响因子：
3.2
作者：
Erb, Annette;Luzhetskyy, Andriy;Bechthold, Andreas
通讯作者：
Bechthold, Andreas
DOI：
10.1039/c39810000154
发表时间：
1981-01-01
影响因子：
--
作者：
OHTA, K;KAMIYA, K
通讯作者：
KAMIYA, K
影响因子：
3.2
作者：
Rix, U;Remsing, LL;Rohr, J
通讯作者：
Rohr, J
影响因子：
3.3
作者：
Johdo, O;Yoshioka, T;Yoshimoto, A
通讯作者：
Yoshimoto, A